New syntheses of 1D-and 1L-1,2-anhydromo-myo-inositol and assessment of their glycosidase inhibitory activities

Authors
Falshaw, A Hart, JB Tyler, PC
Citation
A. Falshaw et al., New syntheses of 1D-and 1L-1,2-anhydromo-myo-inositol and assessment of their glycosidase inhibitory activities, CARBOHY RES, 329(2), 2000, pp. 301-308
Citations number
22
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
00086215 → ACNP
Volume
329
Issue
2
Year of publication
2000
Pages
301 - 308
Database
ISI
SICI code
0008-6215(20001103)329:2<301:NSO11A>2.0.ZU;2-E
Abstract
The 1D and 1L enantiomers of 1,2-anhydro-myo-inositol (conduritol B epoxide ) were synthesised from 1D-pinitol and 1L-quebrachitol, respectively, and t heir activities were compared in selected glycosidase inhibition assays. Th e 1D enantiomer was found to be the active isomer, functioning as an irreve rsible inhibitor of sweet almond beta -D-glucosidase. Neither isomer was ac tive against the alpha -D-glucosidase from Bacillus stearothermophilus or t he beta -D-galactosidase from Aspergilus oryzne. (C) 2000 Elsevier Science Ltd. All rights reserved.